CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185278_s0 (99918)

Formula C₂₁H₁₈Cl₂N₂O₈

MW 497.29

InChIKey IWOJSSFCRQKNKN-VPAXAAOTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 10

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 1.85

logP 0.5914

PSA 157.91

MR 122.215

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -264.58739

PM7_Total_Energy_ev -6089.99844

PM7_Electronic_Energy_ev -52559.18842

PM7_Dipole_Debye 6.54058

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.682

PM7_LUMO_Energy_ev -1.37

PM7_COSMO_Area_square_ang 428.04

PM7_COSMO_Volue_cubic_ang 522.74

PM7_Electron_Affinity_ev 1.37

PM7_Ionization_Energy_ev 9.682

PM7_Energy_Gap_ev 8.312

PM7_Global_Hardness_ev 4.156

PM7_Global_Softness_ev 0.24061597690086622

PM7_Chemical_Potential_ev -5.526

PM7_Electronigativity_ev 5.526

PM7_Back_Donation_Energy_ev -1.039

PM7_Electrophilicity_ev 3.6738060635226177

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[[(3~{S})-7-chloro-5-(2-chlorophenyl)-2-oxo-1,3-dihydro-1,4-benzodiazepin-3-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1ccc(c(c1)C2=NC(C(=O)Nc3c2cc(cc3)Cl)OC4C(C(C(C(O4)C(=O)O)O)O)O)Cl

Canonical_SMILES Clc1ccc2c(c1)C(=N[C@H](C(=O)N2)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c1ccccc1Cl

InChI 1/C21H18Cl2N2O8/c22-8-5-6-12-10(7-8)13(9-3-1-2-4-11(9)23)25-19(18(29)24-12)33-21-16(28)14(26)15(27)17(32-21)20(30)31/h1-7,14-17,19,21,26-28H,(H,24,29)(H,30,31)/f/h24,30H

InChI_3D 1S/C21H18Cl2N2O8/c22-8-5-6-12-10(7-8)13(9-3-1-2-4-11(9)23)25-19(18(29)24-12)33-21-16(28)14(26)15(27)17(32-21)20(30)31/h1-7,14-17,19,21,26-28H,(H,24,29)(H,30,31)/t14-,15-,16+,17-,19-,21-/m0/s1

AuxInfo 1/1/N:1,2,3,5,6,4,7,11,8,9,12,10,13,19,18,20,17,14,16,15,21,32,33,23,22,29,28,30,24,25,27,26,31/E:(30,31)/F:1,2,3,5,6,4,7,11,8,9,12,10,13,19,18,20,17,14,16,15,21,32,33,23,22,29,28,30,24,27,25,26,31/rA:51cCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOClClHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;d3;s7;s4d9;s6d7;d5s8;s8s9;;;s14;s15;s17;s18;s19;s20;d13s16;s10s14;d14;d15;s17s21;s15;s18;s19;s20;s16s21;s11;s12;s1;s2;s3;s4;s5;s6;s7;s16;s17;s18;s19;s20;s21;s23;s27;s28;s29;s30;/rC:1.766,-3.2838,0;2.6346,-3.7793,0;1.755,-2.2838,0;.5003,1.6662,0;3.5011,-3.2697,0;-.2322,.9784,0;.9648,-.2906,0;2.6215,-1.7742,0;1.6906,.4013,0;1.4584,1.3796,0;;3.4989,-2.2646,0;2.6022,-.0243,0;3.0873,2.1814,0;6.6508,1.4541,0;3.7246,1.4039,0;6.607,2.4532,0;6.9129,3.4107,0;6.238,4.1486,0;5.2602,3.9387,0;4.9543,2.9812,0;3.5069,.4226,0;2.0794,2.1743,0;3.5119,3.0868,0;5.8075,.9167,0;5.6262,2.2336,0;7.5379,.9925,0;7.9808,4.7971,0;5.576,5.7686,0;3.5263,4.1754,0;4.3395,2.1925,0;-.7278,-.6857,0;4.3608,-1.7576,0;1.335,-3.5372,0;2.6379,-4.2793,0;1.3196,-2.0379,0;.3855,2.1528,0;3.9353,-3.5175,0;-.711,1.1223,0;1.081,-.7769,0;4.1769,1.1908,0;7.1027,2.387,0;7.3558,3.1786,0;6.6604,4.4161,0;5.2413,4.4383,0;4.5122,3.2146,0;1.8587,2.6229,0;7.5598,.493,0;8.4764,4.7309,0;5.8822,6.1638,0;3.3372,4.6382,0;

Duplicates ChEBI185278_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185278_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185278_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185278_s0.sdf

Formula	C₂₁H₁₈Cl₂N₂O₈
MW	497.29
InChIKey	IWOJSSFCRQKNKN-VPAXAAOTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	10
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	1.85
logP	0.5914
PSA	157.91
MR	122.215
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-264.58739
PM7_Total_Energy_ev	-6089.99844
PM7_Electronic_Energy_ev	-52559.18842
PM7_Dipole_Debye	6.54058
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.682
PM7_LUMO_Energy_ev	-1.37
PM7_COSMO_Area_square_ang	428.04
PM7_COSMO_Volue_cubic_ang	522.74
PM7_Electron_Affinity_ev	1.37
PM7_Ionization_Energy_ev	9.682
PM7_Energy_Gap_ev	8.312
PM7_Global_Hardness_ev	4.156
PM7_Global_Softness_ev	0.24061597690086622
PM7_Chemical_Potential_ev	-5.526
PM7_Electronigativity_ev	5.526
PM7_Back_Donation_Energy_ev	-1.039
PM7_Electrophilicity_ev	3.6738060635226177
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[[(3~{S})-7-chloro-5-(2-chlorophenyl)-2-oxo-1,3-dihydro-1,4-benzodiazepin-3-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1ccc(c(c1)C2=NC(C(=O)Nc3c2cc(cc3)Cl)OC4C(C(C(C(O4)C(=O)O)O)O)O)Cl
Canonical_SMILES	Clc1ccc2c(c1)C(=N[C@H](C(=O)N2)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c1ccccc1Cl
InChI	1/C21H18Cl2N2O8/c22-8-5-6-12-10(7-8)13(9-3-1-2-4-11(9)23)25-19(18(29)24-12)33-21-16(28)14(26)15(27)17(32-21)20(30)31/h1-7,14-17,19,21,26-28H,(H,24,29)(H,30,31)/f/h24,30H
InChI_3D	1S/C21H18Cl2N2O8/c22-8-5-6-12-10(7-8)13(9-3-1-2-4-11(9)23)25-19(18(29)24-12)33-21-16(28)14(26)15(27)17(32-21)20(30)31/h1-7,14-17,19,21,26-28H,(H,24,29)(H,30,31)/t14-,15-,16+,17-,19-,21-/m0/s1
AuxInfo	1/1/N:1,2,3,5,6,4,7,11,8,9,12,10,13,19,18,20,17,14,16,15,21,32,33,23,22,29,28,30,24,25,27,26,31/E:(30,31)/F:1,2,3,5,6,4,7,11,8,9,12,10,13,19,18,20,17,14,16,15,21,32,33,23,22,29,28,30,24,27,25,26,31/rA:51cCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOClClHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;d3;s7;s4d9;s6d7;d5s8;s8s9;;;s14;s15;s17;s18;s19;s20;d13s16;s10s14;d14;d15;s17s21;s15;s18;s19;s20;s16s21;s11;s12;s1;s2;s3;s4;s5;s6;s7;s16;s17;s18;s19;s20;s21;s23;s27;s28;s29;s30;/rC:1.766,-3.2838,0;2.6346,-3.7793,0;1.755,-2.2838,0;.5003,1.6662,0;3.5011,-3.2697,0;-.2322,.9784,0;.9648,-.2906,0;2.6215,-1.7742,0;1.6906,.4013,0;1.4584,1.3796,0;;3.4989,-2.2646,0;2.6022,-.0243,0;3.0873,2.1814,0;6.6508,1.4541,0;3.7246,1.4039,0;6.607,2.4532,0;6.9129,3.4107,0;6.238,4.1486,0;5.2602,3.9387,0;4.9543,2.9812,0;3.5069,.4226,0;2.0794,2.1743,0;3.5119,3.0868,0;5.8075,.9167,0;5.6262,2.2336,0;7.5379,.9925,0;7.9808,4.7971,0;5.576,5.7686,0;3.5263,4.1754,0;4.3395,2.1925,0;-.7278,-.6857,0;4.3608,-1.7576,0;1.335,-3.5372,0;2.6379,-4.2793,0;1.3196,-2.0379,0;.3855,2.1528,0;3.9353,-3.5175,0;-.711,1.1223,0;1.081,-.7769,0;4.1769,1.1908,0;7.1027,2.387,0;7.3558,3.1786,0;6.6604,4.4161,0;5.2413,4.4383,0;4.5122,3.2146,0;1.8587,2.6229,0;7.5598,.493,0;8.4764,4.7309,0;5.8822,6.1638,0;3.3372,4.6382,0;
Duplicates	ChEBI185278_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185278_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185278_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185278_s0.sdf